See other homes in:
Primary listing photo
Listing photo 2
Listing photo 3
Listing photo 4
Listing photo 5

85 Avenida Messina, Sarasota, FL, 34242

6beds
7baths
3,504sqft
$5,390,000
$1,538price/sqft
$38,449/moest. monthly cost
$1,537,960/yrincome needed

About This Home

Unlock a rare opportunity to own a high-performing nightly-rentable vacation property in the coveted Golden Triangle of Siesta Key—one of the most desirable short-term rental zones on the Key. This turnkey residence is already operating as a successful short-term vacation rental, offering immediate income with future bookings in place. Positioned just steps from Siesta Key Village and world-famous Siesta Beach, this property sits in the heart of the island’s premier tourism district, where nightly rentals are fully permitted and demand remains consistently strong year-round. Guests love the walkability, the proximity to dining and entertainment, and the effortless beach access—making this an ideal asset for investors seeking reliable occupancy and premium nightly rates. A luxurious Siesta Key retreat just steps from the beach, offering Gulf views, resort-style outdoor living, and high-end finishes throughout. With six bedrooms, 6.5 bathrooms, an elevator, multiple decks, a rooftop terrace, and an incredible pool with a slide, this home blends elegance with fun. Its unbeatable location—one minute to the beach and 3 minutes to Siesta Key Village—makes it ideal as a primary residence, vacation home, or high-performing investment property.

Getting Around

57
WalkingSomewhat Walkable
0
TransitNo Nearby Transit
68
BikeBikeable

Schools

6/10
Brookside Middle SchoolGrades 6-83.1 mi
5/10
Sarasota High SchoolGrades 9-124.2 mi

Construction

Condition

  • Property condition: Completed
  • Year built: 2022

Materials

  • Foundation: Slab
  • Roof: Metal
  • Construction materials: Block,Wood Frame

Type & Style

  • Home type: SingleFamily
  • Architectural style: Coastal,Custom
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Bar Fridge,Oven,Convection Oven,Cooktop,Dishwasher,Disposal,Dryer,Exhaust Fan,Microwave,Range,Range Hood,Refrigerator,Washer
  • Laundry features: Electric Dryer Hookup,Laundry Room,Washer Hookup

Bedroom1

  • Features: Walk-In Closet(s)
  • Level: Second
  • Area: 182
  • Dimensions: 14x13

Bedroom2

  • Features: Walk-In Closet(s)
  • Level: Second
  • Area: 121
  • Dimensions: 11x11

Bedroom3

  • Features: Built-in Closet
  • Level: Second

Bedroom4

  • Features: Walk-In Closet(s)
  • Level: Third
  • Area: 99
  • Dimensions: 11x9

Bedroom5

  • Features: Walk-In Closet(s)
  • Level: Third
  • Area: 100
  • Dimensions: 10x10

Bedrooms & Bathrooms

  • Bedrooms: 6
  • Bathrooms: 7
  • Full bathrooms: 6
  • 1/2 bathrooms: 1

Features

  • Built-in Features,Ceiling Fan(s),Eating Space In Kitchen,Elevator,High Ceilings,Kitchen/Family Room Combo,Open Floorplan,Solid Surface Counters,Split Bedroom,Thermostat,Walk-In Closet(s),Wet Bar
  • Door features: Sliding Doors
  • Window features: Blinds,Double Pane Windows,Window Treatments
  • Flooring: Ceramic Tile

Great Room

  • Level: Third
  • Area: 576
  • Dimensions: 16x36

Great Room

  • Level: Second
  • Area: 1188
  • Dimensions: 44x27

Heating & Cooling

  • Heating features: Central,Electric
  • Cooling features: Central Air

Interior Area

  • Total structure area: 5,618
  • Total interior livable area: 3,504 sqft

Kitchen

  • Level: Second
  • Area: 180
  • Dimensions: 15x12

Other

  • Features: Walk-In Closet(s)
  • Level: Third
  • Area: 99
  • Dimensions: 11x9

Primary Bedroom

  • Features: Walk-In Closet(s)
  • Level: Second
  • Area: 304
  • Dimensions: 16x19

Property

Details

  • Parcel number: 0080180007
  • Zoning: RMF1
  • Special condition: None

Features

  • Levels: Three Or More
  • Stories: 3
  • Private pool: Yes
  • Pool features: Deck,Gunite,Heated,In Ground
  • Patio & porch: Covered,Deck,Front Porch,Patio,Porch,Rear Porch
  • Exterior features: Balcony,Irrigation System,Lighting,Private Yard,Rain Gutters
  • Has spa: Yes
  • Spa features: Heated,In Ground
  • Fencing: Vinyl
  • Has view: Yes
  • View description: Water,Gulf/Ocean - Partial
  • Has water view: Yes
  • Water view: Water,Gulf/Ocean - Partial
  • Residential vegetation: Mature Landscaping

Lot

  • Lot size: 6,145 sqft
  • Features: Flood Insurance Required,FloodZone,In County
  • Lot size dimensions: 52 x 117

Parking

  • Total spaces: 2
  • Parking features: Covered,Garage Door Opener,Off Street,Split Garage
  • Has garage: Yes
  • Attached garage spaces: 2
  • Covered spaces: 2

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Coastal Flooding
    Coastal FloodingVery High
  • Hurricane
    HurricaneRelatively High
  • Lightning
    LightningModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Coastal Flooding
Hurricane
Lightning
Tsunami

FEMA Declared Disasters in Sarasota County and Florida

Coastal Storm
Flood
Hurricane
Severe Storm
Straight Line Winds
Tornado
Tropical Depression
Tropical Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $27,254$327,048
Home Insurance *$5,572$66,864
Property Taxes $5,271$63,252
Electricity $352$4,231
Total$38,449$461,388
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$1,318,251/yr
40% on housing$1,153,470/yr
45% on housing$1,025,306/yr

Florida FAIR Plan Programs

Citizens Property Insurance Corporation [Florida]

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 1,321,953Commercial: 13,564
Total Premiums$4.60B
Total Exposure$385.82B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 15.0%
15.0%
0%30.0%
Electricity Growth Rate10-year average: 2.2%
2.2%
0%15.0%
Property Taxes Growth Rate2-year average: 6.6%
6.6%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$1,538This listing

vs Other Active Listings

Avg $/sqft

ZIP 34242$1,102
Sarasota County$345

vs Homes Sold Last Month

Median $/sqft

ZIP 34242$616
Sarasota County$245

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-03-24Listed for sale$5,390,000
2024-09-27Listing removed$7,895,000
2024-06-26Listed for sale$7,895,000
2024-02-04Listing removed--
2023-06-01Listed for sale$8,950,000
2019-04-10Sold$1,175,000
2019-01-16Sold$725,000
2004-08-23Sold$365,000

For Sale by Agent

AgentLeslie Wells
BrokerageLESLIE WELLS REALTY, INC.

Similar Homes